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Synthesis 2009(16): 2737-2740
DOI: 10.1055/s-0029-1216877
DOI: 10.1055/s-0029-1216877
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A Novel Diastereoselective Synthesis of β-Phosphonato Unsaturated Thioimidates
Further Information
Received
14 April 2009
Publication Date:
26 June 2009 (online)
Publication History
Publication Date:
26 June 2009 (online)

Abstract
A novel, convenient, and efficient approach to the synthesis of α,β-unsaturated thioimidates with a phosphonate functional group in β-position has been reported based on a multicomponent reaction. The generated zwitterions from the reaction of trialkyl phosphites and dialkyl acetylenedicarboxylates are trapped with benzenecarbonyl isothiocyanate to produce the title compounds in good yield.
Key words
thioimidate - trialkyl phosphite - dialkyl acetylenedicarboxylate - benzenecarbonyl isothiocyanate - multicomponent reaction
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